Experimental and quantum-chemical study of the interaction of cyclohexanediones and their monoethylene ketals with hydrogen peroxide

Autor: Starostin, E. K., Mazurchik, A. A., Ignatenko, A. V., Promyslov, V. M., Chuvylkin, N. D., Nikitin, G. I.
Zdroj: Russian Chemical Bulletin; January 1992, Vol. 41 Issue: 1 p112-116, 5p
Abstrakt: The reactivity of cyclohexanediones and their monoethylene ketals with hydrogen peroxide was studied. It was established that 1,2- and 1,3-cyclohexanediones virtually do not react with H2O2, whereas 1,4-cyclohexanedione forms 1,4-dihydroxy-1,4-dihydroperoxycyclohexane. Monoethylene ketals of cyclohexanediones react with hydrogen peroxide to form the corresponding a-hydroxy-a-hydroperoxides. The stereoelectronic factors determining the difference in reactivity of the carbonyl fragment in cyclohexanone, 1,2-cyclohexanedione, and its monoethylene ketal were analyzed within the framework of the semiempirical quantum chemical method MNDO.
Databáze: Supplemental Index
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